Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
Question
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Chapter 23, Problem 23.66P

(a)

Interpretation Introduction

Interpretation:

The mechanism for Step 1 is to be proposed.

(b)

Interpretation Introduction

Interpretation:

The aromaticity of pyrazole compound has to be shown.

Concept introduction:

Aromaticity:

The organic molecule must planar, cyclic and conjugate and satisfy the 4n+2 electrons is called aromatic compound. Aromatic molecules are very stable, and do not break apart easily to react with other substances

(c)

Interpretation Introduction

Interpretation:

The reagent has to be shown for step 2-7 and 9

Concept Introduction:

Reduction: nitro group undergoing reduction by using reducing agent like metals like Ni or Pt with hydrogen which provides amines.

Nitration: The formation of nitro group in a chemical reaction and it undergoes substitution reaction in organic synthesis.  Nitronium ion (NO2+) is forming by the reaction of mixture of nitric acid and sulphuric acid, Nitronium ion (NO2+) is also called as nitryl cation, which is stronger electrophile.

Organic Chemistry, Chapter 23, Problem 23.66P

(d)

Interpretation Introduction

Interpretation:

The synthesis of step 6 reagent has to be shown.

Concept introduction:

Acyl chloride:

Carboxylic acids reaction with thionyl chloride gives acyl chlorides.

(e)

Interpretation Introduction

Interpretation:

The mechanism for the chlorosulfonation is to be proposed.

(f)

Interpretation Introduction

Interpretation:

The synthesis and structural formula for the step 9 has to be proposed.

(h)

Interpretation Introduction

Interpretation:

The possible stereoisomer’s has to be shown if the product is chiral.

Concept introduction:

Isomer: A molecule having the same molecular formula but with different chemical structure is called isomer.

Enantiomers: A compound which is non-superimposable mirror image is called enantiomers.

Diastereomers: A compound which is non-superimposable and non-mirror image is called diastereomers.

Racemic mixture: A racemic mixture is simply a mixture containing an equal amount of each enantiomer.

Achiral:

A molecule is superimposable on its mirror image is called achiral molecule.

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Chapter 23 Solutions

Organic Chemistry

Ch. 23.5 - Prob. FQCh. 23.5 - Prob. GQCh. 23.5 - Select the stronger acid from each pair of...Ch. 23.6 - Prob. 23.7PCh. 23.6 - Prob. 23.8PCh. 23.6 - Prob. 23.9PCh. 23.7 - Prob. 23.10PCh. 23.8 - Prob. 23.11PCh. 23.8 - Prob. 23.12PCh. 23.8 - Prob. 23.13PCh. 23.9 - Prob. 23.14PCh. 23.10 - In Example 23.15, you considered the product of...Ch. 23 - Prob. 23.16PCh. 23 - Prob. 23.17PCh. 23 - Prob. 23.18PCh. 23 - Prob. 23.19PCh. 23 - Prob. 23.20PCh. 23 - Prob. 23.21PCh. 23 - Prob. 23.22PCh. 23 - Account for the formation of the base peaks in...Ch. 23 - Prob. 23.24PCh. 23 - Select the stronger base from each pair of...Ch. 23 - The pKa, of the conjugate acid of morpholine is...Ch. 23 - Which of the two nitrogens in pyridoxamine (a form...Ch. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - Prob. 23.30PCh. 23 - Prob. 23.31PCh. 23 - Suppose you have a mixture of these three...Ch. 23 - Prob. 23.33PCh. 23 - Prob. 23.34PCh. 23 - Prob. 23.35PCh. 23 - Prob. 23.36PCh. 23 - Prob. 23.37PCh. 23 - (S)-Glutamic acid is one of the 20 amino acid...Ch. 23 - Prob. 23.39PCh. 23 - Propose a structural formula for the compound...Ch. 23 - Prob. 23.41PCh. 23 - The pyrolysis of acetic esters to give an alkene...Ch. 23 - Propose steps for the following conversions using...Ch. 23 - Show how to bring about each step in this...Ch. 23 - Show how to bring about each step in the following...Ch. 23 - Prob. 23.48PCh. 23 - Prob. 23.49PCh. 23 - Methylparaben is used as a preservative in foods,...Ch. 23 - Prob. 23.51PCh. 23 - Prob. 23.52PCh. 23 - Propose a synthesis for the systemic agricultural...Ch. 23 - Prob. 23.54PCh. 23 - Several diamines are building blocks for the...Ch. 23 - Prob. 23.56PCh. 23 - Prob. 23.57PCh. 23 - Prob. 23.58PCh. 23 - Prob. 23.59PCh. 23 - Following is a retrosynthesis for the coronary...Ch. 23 - Prob. 23.61PCh. 23 - Prob. 23.62PCh. 23 - Given this retrosynthetic analysis, propose a...Ch. 23 - Prob. 23.64PCh. 23 - Following is a series of anorexics (appetite...Ch. 23 - Prob. 23.66PCh. 23 - Prob. 23.67PCh. 23 - Show how the synthetic scheme developed in Problem...Ch. 23 - Prob. 23.69PCh. 23 - Prob. 23.70PCh. 23 - Prob. 23.71PCh. 23 - Prob. 23.72P
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